Electrogeneration and characterization of (C6H5CH2)(2)C-70

(C6H5CH2)(2)C-70 was electrosynthesized from C-70(2-) and C6H5CH2Br and pur ified by HPLC. Mass spectral results for the largest HPLC fraction confirm formation of the compound, while H-1 NMR spectroscopy suggests that three i somers are present in this fraction, all of which are 1,4-addition products , The isomers are proposed to be the 22,25-, 22,41-, and 22,45-isomers on t he basis of H-1 NMR data and the fact that bulky benzyl groups on C-60 form preferentially 1,4- rather than 1,3-addition products. (C6H5CH2)(2)C-70 wa s examined as to its electrochemical properties, and two sets of reduction processes were observed, one of which is assigned to the 22,25- and 22,41-i somers that exhibit identical electrochemical properties and the other to t he 22,45-isomer of (C6H5CH2)(2)C-70. The vis-near-IR spectrum of(C6H5CH2)(2 )C-70(. 1) in benzonitrile shows a strong band at 776 nm which is not seen for C-70(.-) as well as two more bands in the near-IR region (1062 and 1250 nm) which are blue-shifted with respect to the near-IR absorption band of C-70(.-) that appears at 1368 nm.